Photoprotective composition based on a 2-alkoxy-4-alkyl ketone phenol compound; use of said compound for increasing the sun protection factor

Abstract

The present invention relates to a fluid composition intended for protecting the skin and/or hair against ultraviolet radiation, characterized by the fact that it comprises, in a cosmetically acceptable aqueous support, at least: (a) one photoprotective system capable of screening out UV radiation; and (b) one 2-alkoxy-4-alkyl ketone phenol compound. The present invention also relates to the use of a 2-alkoxy-4-alkyl ketone phenol compound in a composition comprising, in a cosmetically acceptable medium, at least one photoprotective system capable of screening out UV radiation.

The invention claimed is:  
     
       1. A fluid ultraviolet radiation protection composition for protecting the skin and/or hair against ultraviolet radiation, which comprises, in a cosmetically acceptable aqueous support:
 (a) at least one photoprotective system capable of screening out UV radiation constituted by one or more hydrophilic, lipophilic or insoluble organic screening agents and/or one or more metal oxide pigments which may or may not be coated; and 
 (b) at least one 2-alkoxy-4-alkyl ketone phenol compound. 
 
     
     
       2. The composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound is selected from the group consisting of compounds represented by the formula (I) below: 
       
         
           
           
               
               
           
         
         in which
 R 1  represents a linear C 1 -C 4  alkyl radical; 
 R 2  represents a hydrogen atom or a linear C 1 -C 4  alkyl radical; and 
 R 3  represents a linear C 1  -C 12  alkyl radical, optionally substituted by a hydroxyl group; or a linear C 2 -C 12  alkenyl radical, optionally substituted by a hydroxyl group. 
 
       
     
     
       3. The composition according to  claim 2 , where the 2-alkoxy-4-alkyl ketone phenol compound is selected from the group consisting of compounds represented by formula (I) for which:
 R 2  is chosen from H and CH 3 ; and/or 
 R 3  represents (i) a C 1 -C 10  alkyl radical; (ii) a C 2 -C 10  alkenyl radical; or (iii) a hydroxyalkyl radical of structure —CH 2 —CH(OH)—R 5  with R 5  representing a linear C 1 -C 10  alkyl radical. 
 
     
     
       4. The composition according  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound is selected from the group consisting of the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       5. The composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound is the 4-(3-methoxy-4-hydroxyphenyl) butan-2-one compound of formula (a) 
       
         
           
           
               
               
           
         
       
     
     
       6. The composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound (s) is (are) present in concentrations ranging from 0.01 to 10% by weight relative to the total weight of the composition. 
     
     
       7. The composition according to  claim 1 , where the organic UV screening agents are selected from the group consisting of cinnamic derivatives; anthranilates; salicylic derivatives; dibenzoylmethane derivatives; camphor derivatives; benzophenone derivatives; β,β-diphenylacrylate derivatives; triazine derivatives; benzotriazole derivatives; benzalmalonate derivatives; benzimidazole derivatives; imidazolines; bis-benzoazolyl derivatives; p-aminobenzoic acid (PABA) derivatives; methylene bis-(hydroxyphenylbenzotriazole) derivatives; benzoxazole derivatives; screening polymers and screening silicones; dimers derived from a-alkylstyrene; 4,4-diarylbutadienes; merocyanine derivatives; and mixtures thereof. 
     
     
       8. The composition according to  claim 7 , where organic UV screening agents are selected from the group consisting of:
 Ethylhexyl Methoxycinnamate, 
 Homosalate, 
 Ethylhexyl Salicylate, 
 Octocrylene, 
 Butyl Methoxydibenzoylmethane, 
 Terephthalylidene Dicamphor Sulfonic Acid, Disodium Phenyl Dibenzimidazole Tetrasulfonate, Phenylbenzimidazole Sulfonic Acid, 
 Benzophenone-3, 
 n-Hexyl 2-(4-diethylamino-2-hydroxybenzoyl)-benzoate, 
 4-Methylbenzylidene Camphor, 
 Ethylhexyl triazone, 
 Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine, Diethylhexyl Butamido Triazone, 
 2,4-bis(n-butyl 4′-aminobenzalmalonate)-6-[(3-{1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl}propyl)amino]-s-triazine, 
 2,4,6-Tris(biphenyl-4-yl)-1,3,5-triazine, 
 2,4,6-Tris(dineopentyl 4′-aminobenzalmalonate)-triazine, 
 2,4,6-Tris(diisobutyl 4′-aminobenzalmalonate)-s triazine, 
 2,4-Bis(dineopentyl 4′-aminobenzalmalonate)-6-(butyl 4′-aminobenzoate)-s-triazine, 
 Methylene Bis-Benzotriazolyl Tetramethylbutyl-phenol, 
 Drometrizole Trisiloxane, 
 Polysilicone-15, 
 Di-neopentyl 4′-methoxybenzalmalonate, 
 1,1-Dicarboxy(2,2′-dimethylpropyl)-4,4-diphenylbutadiene, 
 2,4-Bis[5-1(dimethylpropyl)benzoxazol-2-yl-(4-phenyl)imino]-6-(2-ethylhexyl) imino-1,3,5-triazine, and mixtures thereof. 
 
     
     
       9. The composition according to  claim 1 , where the metal oxide particles have a mean elementary particle size of less than or equal to 500 nm. 
     
     
       10. The composition according to  claim 9 , where the metal oxide particles are selected from the group consisting of titanium oxides, zinc oxides, iron oxides, zirconium oxides, cerium oxides and mixtures thereof. 
     
     
       11. A method of increasing the sun protection factor (SPF) of a fluid ultraviolet radiation protection composition which comprises including a 2-alkoxy-4-alkyl ketone phenol compound according to  claim 1 , in a composition comprising, in a cosmetically acceptable aqueous support, at least one photoprotective system capable of screening out UV radiation. 
     
     
       12. The composition according to  claim 3 , where R 5  represents a linear C 4 -C 10  alkyl radical. 
     
     
       13. Composition according  claim 6 , where the 2-alkoxy-4-alkyl ketone phenol compound is chosen from the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       14. Composition according to  claim 7 , where the 2-alkoxy-4-alkyl ketone phenol compound is chosen from the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       15. Composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound (s) is (are) present in concentrations ranging from 0.5 to 5% relative to the total weight of the composition. 
     
     
       16. The composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound (s) is (are) present in concentrations ranging from 1 to 3% relative to the total weight of the composition. 
     
     
       17. The composition according to  claim 1 , where the metal oxide particles have a mean elementary particle size of between 5 nm and 500 nm. 
     
     
       18. The composition according to  claim 1 , where the metal oxide particles have a mean elementary particle size of between 10 nm and 100 nm. 
     
     
       19. The composition according to  claim 1 , where the metal oxide particles have a mean elementary particle size of 15 nm and 50 nm. 
     
     
       20. The composition according to  claim 6 , where the 2-alkoxy-4-alkyl ketone phenol compound is the 4-(3-methoxy-4-hydroxyphenyl) butan-2-one compound of formula (a) 
       
         
           
           
               
               
           
         
       
     
     
       21. The composition according to  claim 1 , where the 2-alkoxy-4-alkyl ketone phenol compound is the ethyl gingerone of structure (b)